Stop settling and start scouting. This week, we’re joined by a powerhouse homeowner and travel expert who’s pulling back the curtain on how to spot a winning property and navigate the travel industry like a pro. From her early beginnings to her biggest wins, she’s giving us the full rundown on her journey and the lessons she learned along the way.

It’s time to level up your portfolio and your passport. 🔑✈️


00:00:00 – Intro: Meet the "Pivot Princess" Jasmine Anderson 
00:00:25 – Growing up in North Philly and childhood travel 
00:02:59 – Being an only child and the need for solitude
 00:04:11 – High school independence and the hustle at Central
 00:05:57 – Transitioning from corporate HR to full-time entrepreneurship 
00:07:05 – The daily grind: Routines and time blocking for success 
00:08:05 – Corporate skills every entrepreneur needs: Communication and taxes 
00:09:42 – The "Chaotically Organized" Virgo: Managing overthinking 
00:11:06 – Surviving COVID-19: Buying a first investment property 
00:12:34 – The 2023 Pivot: Leaving the W-2 behind 
00:15:30 – Liability or Asset? Real estate and business strategy 
00:18:21 – Top travel destinations: Houston, Chicago, and more 
00:20:18 – The reality of content creation and marketing 
00:23:14 – Navigating the algorithm and content calendars 
00:26:15 – Why AI can’t replace authentic branding
 00:28:44 – Behind the scenes of event marketing 
00:30:30 – The resurgence of organic journalism and blogging 
00:32:00 – House hacking and managing out-of-state properties 
00:35:00 – Final advice: Momentum and showing your face
___________________________________________

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From growing up surrounded by Afro-Caribbean and West African rhythms in Boston to arriving at Temple University at 18, Brotha Taaj joins The Kenlo Show to break down his evolution as a DJ, curator, and community leader. In this episode, we dive into how he went from throwing sweaty basement house parties on Diamond Street to masterminding the iconic All Love Block Party and Black Soul Summer. Taaj challenges the modern state of deejaying, breaks down the tactical power of economic coalitions, and shares how foundational Kwanzaa principles of collective responsibility guide his mission to build independent black platforms that transcend systemic limitations.

Episode Chapters & Timestamps
00:05 — The People's Platform: Introducing curator and community leader Brotha Taaj
 
00:58 — Roots & Rhythm: Navigating Boston’s Afro-Caribbean and West African musical foundations
 
02:28 — Moving to North Philly: Arriving at Temple University and bridging the campus-neighborhood divide


03:54 — Going Against the Grain: Fighting early battles to cultivate an entrepreneurial culture in the city
 
06:26 — Stepping on Toes: Spotting wack frat parties and birthing the identity of DJ Taaj


07:21 — The First Gig: Turning a dirty Diamond Street basement into a high-energy house party


09:04 — The Kelly Street Block Party: Reclaiming traditional block spaces with mutual community respect
 
11:44 — Navigating the System: Witnessing food deserts and building a purposeful platform


12:54 — Running From the Precinct: Wild freshman year memories with his roommate Melvin


14:32 — So Far Out Entertainment: Launching multi-floor independent black events on Cecil B. Moore
 
16:50 — Dodging State Troopers: Surviving the chaotic logistics of under-21 party promotions


18:02 — Vocalizing Resistance: Using music curation to combat structural inequality and white fragility
 
21:00 — Creating Beyond Destruction: Cultivating collective consciousness instead of generic playlists
 
23:26 — Checkers vs. Chess: Why modern social media DJs need to respect technical fundamentals and techniques
 TXT
26:09 — Subconscious Mantras: Drowning out degrading Top 40 loops for deep black dance music


29:33 — The Chamber 205 Competition: Producing large-scale DJ battles at Franklin Music Hall
 
33:00 — The Masterclass: When legendary DJ Damage stepped into a Temple dorm to teach him the craft


36:33 — Rapid Fire Game: Snapper dishes, Matt Law set preferences, and the truth about Asher Roth
 
40:43 — The Two-Suitcase Bet: Defeating severe post-college depression by driving back to Philly
 
47:01 — 91 Republic: Fighting corporate venue takeovers by anchoring local independent networks
 
51:01 — The First All Love: Honoring the legacy of the late Chynna Rogers and collaborative sponsors


53:16 — The Price of Free: Transitioning to ticketed models to ensure independent self-sustenance
 
54:50 — Tax Lady Realities: Crucial advice on LLC structures, W2s, and accounting reserves


56:00 — Sourcing Balance: Partnering with DJ Nash to introduce Black Soul Summer at Sunflower Philly


58:42 — Power Ecosystems: How structural coalitions give independent curators corporate leverage


01:01:09 — Instilling the Principles: How clinical counselor parents embedded Kwanzaa logic into his life
 
01:05:01 — Reclaiming Knowledge of Self: Dismantling systemic educational gaslighting as a collective
 
01:09:37 — Flipping the Floss: Confronting the real-world debt-to-income and credit crises in our culture


01:11:46 — Keeping the Cup Full: Overcoming self-isolation through rigorous self-love regimens
 
01:15:44 — The True Headline: Constructing an outdoor blueprint that makes black folks less reliant on the system
 
01:19:27 — Build the Block Game: Crafting the ultimate Philly after-dark festival line
 
01:22:34 — Outro: Gathering at the West Philly Container Village for the 9th Annual All Love Block Party
 
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From navigating the gritty streets of Philadelphia and overcoming a period of homelessness to building a powerhouse independent streetwear brand, Sanjay (Createur) joins The Kenlo Show for a masterclass in resilience. In this deeply inspiring episode, we unpack how growing up in a fly family fueled an eye for independent style, the profound wisdom passed down from elders, and what it truly means to live completely untamed as a trans creative in modern fashion. Sanjay breaks down the 9-year grind behind the Createurdlr brand, hitting rock bottom, earning a hard-fought GED, and why you must never stop creating your own path—no matter who rejects the vision. 

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From navigating dual worlds as a child to completely reinventing how independent artists command a digital platform in Philadelphia, independent recording artist and creator Ria 4Reel joins The Kenlo Show for a masterclass in raw self-trust. In this deeply transparent conversation, we pull back the curtain on Rhea’s journey of finding an unbreakable stage presence through runway modeling and dance after walking away from an early music push at age 14. Rhea drops invaluable wisdom on managing intense creative blocks and the racing ideas fueled by ADHD, why everyday life must be treated as premium digital content in a short-attention-span world, and the absolute necessity of proving your stripes in front of a notoriously tough hometown Philly crowd. We dive straight into the vision behind her viral "In The Field" street interview series, spending $5,000 completely out of her own pocket on the "Pieces" visual before catching the eye of a label, hitting the studio with multi-platinum giant and her concrete multi-year roadmap targeting the Billboard 100 and full-package global superstardom.Stick around for the final segment to catch an exclusive live studio performance of her hit single, "You Got Me Fucked Up"!

01:00:06 — The People's Platform: Welcoming independent recording artist Rhea 4Real to the hot seat 
01:00:52 — Dual Worlds: Growing up between Norristown and Philly with church-savvy foundations
 01:01:51 — Emotional Rollercoasters: Dealing with parental incarceration and the timeline of later reconnecting 
01:02:32 — Sibling Dynamics: Navigating heavy responsibility as the oldest sister during your teenage peak
 01:03:40 — The Childhood Itch: Listening to Aaliyah, Aretha, and telling her mom she wants to be famous at 12 
01:04:50 — Shifting Lanes: Walking away from early music at 14 to build stage confidence through runway modeling 
01:06:50 — Bet on Yourself: Recording a track independently, hitting 40K views on YouTube, and unlocking her potential 
01:08:44 — Choreography & Culture: Watching Playground LA creators and learning how to eat the heels up 
01:11:41 — The Industry Reset: How modern promotion platforms and streaming changed the independent artist blueprint 
01:12:26 — Honest Performance: Learning how to connect deeply with a story on stage rather than just singing notes
 01:14:16 — Creative Geniuses: Pulling inspiration from Victoria Monét's timeline, Beyoncé, and Ciara
 01:15:39 — Philly Homage: Creating a raw, localized version of an iconic ATL track
 01:17:14 — Vault Revisions: Looking back at her 2014 debut EP "School's Out" on ReverbNation
 01:18:56 — The Content Grind: Why treating everyday life as a digital landscape takes absolute mental dedication
 01:21:05 — Conquering Social Anxiety: How teaching classes disarmed her childhood anxiety and helped her talk to cameras 01:22:50 — Sourcing the Niche: Launching the viral "In The Field" interview series to strategically market her music 
01:24:35 — The Gritty Crowd: The absolute professional necessity of starting out in front of a tough Philadelphia audience
 01:26:24 — Securing the Backing: Spending $5,000 on her "Pieces" visual before catching the eye of Game Time Records 01:29:45 — Managing the Storm: How having ADHD fuels an endless layout of show choreography and racing ideas 
01:32:14 — The Next Level: Signing a fresh management deal with Starstruck Entertainment and hitting the studio with Jazzy Pha 01:33:22 — On the Radar: Fulfilling a long-term goal of showcasing her musical identity on a massive platform 
01:36:11 — The 5-Year Blueprint: Eyeing the Billboard 100, global stadium tours, and full-package acting goals 
01:38:19 — Quick Fire Game: Teddy Pendergrass references, disarming the "standoffish" rumors, and her current Michael Jackson bag 01:41:48 — Unvarnished Advice: Keeping your circle completely free of "yes men" and keeping your craft locked in 
01:42:55 — Exclusive Live Performance: Rhea 4Real treats the studio floor to a live set of "You Got Me Fucked Up"  

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From getting thrown onto her first talent show stage at age nine by an unyielding mother to navigating the high-stakes music scenes of Philadelphia and Ohio, singer-songwriter Jacqueline Constance joins The Kenlo Show for a raw look at what it means to be tried by fire. In this episode, we explore her days at CAPA high school alongside a young Jazmine Sullivan, how her roots as a classical trombone player structured her ear for production, and the devastating period where she temporarily lost her voice to physical vocal nodules. Jacqueline breaks down going viral on social media, stepping into her identity as a black queer femme, and turning soul-crushing heartbreaks into cathartic therapy on wax.

01:00:06 — The People's Platform: Introducing Philly’s own singer-songwriter, Jacqueline Constance
01:01:11 — Angel in Disguise: Unpacking a life-changing 9-year-old talent show debut and a mother’s intuition
01:03:17 — The Leo Energy: Overcoming early stage fright and learning to feed off the crowd's attention
01:03:47 — Hallways of Greatness: High school life at CAPA and witnessing a young Jazmine Sullivan’s genius
01:05:16 — Long Arms & Long Trombones: Lugging heavy brass instruments on SEPTA buses and reading music signatures
01:06:55 — Auditioning for Vocal Major: Passing the grueling faculty panel and crushing the music theory exam
01:08:44 — The Nexus Point: Discovering Ella Fitzgerald’s "Live in Paris" and falling in love with jazz scatting
01:11:31 — Evoking the Next Mind: The true spiritual goal of high-level creative presentation
01:12:25 — The Wilberforce Shock: Leaving Philadelphia for a ten-hour drive to rural Ohio
01:14:41 — Homegrown in Blackness: Exploring collective cultural roots at an isolated midwest HBCU
01:17:50 — The Birth of "My Soul": Forming an eight-person campus music collective and packing out student venues
01:20:01 — Releasing the First Track: Asking the right questions to turn classical skills into songwriting gold
01:22:34 — The 1-Hour Song Rule: Inside Jacqueline’s home studio and capturing lightning in a bottle
01:25:07 — The 2014 Breakup: Transitioning out of the "Jacqueline Show" era into real adult growth
01:26:30 — Freeing the Femme: Coming out as black, queer, and fluid beyond the cultural status quo
01:27:46 — Targeted by Existence: Challenging white supremacy structures by simply showing up in a room
01:29:12 — Not Everyone's Cup of Tea: Embracing your identity as an acquired glass of Hennessy
01:30:35 — When the Instrument Fails: Battling vocal nodules and surviving eight months of silent rehabilitation
01:32:00 — Back to the Fundamentals: How intensive classical training stepped in to save her musical career
01:33:46 — Drama for the Plot: Separating real life breakups from dramatic writing concepts like "Bitter Girls"
01:34:53 — Leo Tenderness vs. The Growl: How to deliver honesty to a lion without triggering the sun's burn
01:40:52 — The Virgo Balance: Handling opinionated communication with a Mercury-ruled best friend
01:41:22 — Watching "Pose" with Rita: How a random TV night with her mother transformed into full maternal acceptance
01:43:45 — All Bets Are Off: Pouring newfound freedom into raw studio records celebrating women
01:46:34 — Tried by Fucking Fire: Refusing to let recent dark periods derail an intentional spiritual mission
01:50:01 — Philly Mugging at the Gym: Disarming an intense hometown staredown to greet a viral follower
01:52:33 — The Tuesday Breakthrough: Exploding from 5,000 to 11,000 followers and hitting the 200-video mark
01:54:42 — Natural Grit: How the Philly soul template birthed an unforgettable layer of lyrical friction
01:55:57 — The Neo-Soul Home: Melding ostinato bass lines with foundational home-grown rhythms
01:57:51 — The Theater of Kendrick Lamar: Analyzing K.Dot’s conceptual screenwriting approach to hip hop records
02:00:30 — A Dream Session: Imagining a multi-hour conversation inside the studio booth with Kendrick
02:01:22 — Moving Energy Without Hands: Using the studio as a safe, cathartic release for built-up life anger
02:06:02 — Working with Living Legends: Sharing festival bills with King Britt and touring "Lost in Paradigm"
02:09:24 — Pushing Into 2027: Teaming up with producer Chris Cargo to unleash a massive tier of tracks
02:10:37 — What Do You Do Naturally? Bypassing toxic algorithms to stay true to your late-night identity
02:14:45 — Keep, Cut, or Lose Forever: A brutal speed round selecting between Ella, Jill Scott, and Kendrick
02:24:02 — Vindicated Spirit: Looking the yellow chair in the face and knowing the groundwork was right
02:26:05 — Exclusive: Behind-the-scenes snapshot of Jacqueline's soul-crushing new record, "Slip Away"


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From being born on a military base in Okinawa, Japan, to fundamentally shifting global queer culture from the heart of North Philadelphia, AJ Hikes joins The Kenlo Show for a monumentally raw conversation on legacy, visibility, and self-preservation. In this episode, we pull back the curtain on AJ’s historic creation of the Philadelphia Pride Flag with black and brown stripes, navigating viral global backlash, and surviving death threats while holding down a solo office at City Hall. AJ details growing up under an inspirational Spelman VP mother, becoming the youngest Upward Bound director in Ivy League history at age 25, breaking systemic foster care cycles, and knowing exactly when to step away from 100-hour political workweeks to choose healing over burnout.

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From practicing transitions every single day after school as a shy 14-year-old straight-A student to orchestrating Philadelphia's most iconic outdoor queer celebrations,  Deluxx joins The Kenlo Show to share a masterclass in staying true to your sound. In this episode, we dive into what it was like navigating the vinyl era as one of the city's pioneer female selectors, the on-the-job training that comes with reading raw basement house parties, and the creative blueprint required to bring a fragmented nightlife scene together under one massive banner. Deluxx pulls back the curtain on running an 8-person operational powerhouse team, standing firm on community values when safety is compromised, and why building a lasting cultural imprint matters more than social media hype.

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What happens when you refuse to let the world shrink your vision? This week on the Kenlo show independent artist, dancer, and advocate Valencii joins  to break down her journey of radical self-trust. From studying communications to shifting paradigms through global residencies and shamanic plant medicine, Valencii proves that true empowerment comes from setting your own rules. Tune in as we discuss winning creative grants, pushing musical boundaries with "Acid R&B," and her ultimate blueprint to build an entirely independent, inclusive nightlife empire from the ground up.

00:00 - Intro & Meeting Valencia
 00:18 - Quick Fire Game: Playlist & Persona 
03:26 - Backstory: College Life & Studying Communications
 04:01 - Growing Up in South Jersey vs. Moving to Philly 
05:31 - Afro-Latina Identity & Incorporating Roots into Art
 06:24 - Travel Experiences: Artist Residency in Colombia 
07:15 - A Gift from the Mayor & Her Ayahuasca Journey 
10:11 - Getting into Exotic Dancing & First Club Gigs
 11:39 - Leaving a Bad Relationship & King of Prussia Days 
12:40 - Club Culture: Themes, Cosplay, and Safe Boundaries
 13:40 - Creating Characters on Stage 
17:50 - Creating "Valencii’s Seductive Secrets" & Community Mission
 19:00 - Facing the Critics: Staying Authentically Unapologetic
 20:00 - Humanizing Sex Work & Navigating the Taboo 
21:00 - Journey as an Abolitionist & Community Organizing
 21:50 - Supporting Mutual Aid Orgs (Philly Red Umbrella Alliance) 
22:15 - Game 2: Tropes & Tease
 24:00 - Her Music Style: "Acid R&B" & Future Projects 
26:30 - Collaborating with Producers & Artists in Philly 
29:15 - Announcing Her Grant & Next Music Era: "La Tosca" 
32:30 - Five-Year Goals: Performance Circuits & Launching a Food Truck 36:10 - The Ultimate Vision: Opening a Trans-Inclusive Strip Club 
38:15 - Crucial Professional Advice for Dancers 
39:50 - Where to Find Valencia Online (Social Handles) 
40:44 - Bonus Masterclass: Valencia's Top 2 Exotic Dancing Tips




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From growing up in a first-generation Caribbean household in Miami to building a fresh sound in the Philadelphia creative scene, Poppy joins The Kenlo Show to break down his musical journey. In this episode, we dive into how a childhood surrounded by nightlife and classical band practice evolved into a passion for production, overcoming a sudden end to an athletic career, and the long-term discipline needed to drop a self-promised project.

01:00:05 — The People's Platform: Introducing Miami’s own Poppy 
01:00:33 — Roots & Rhythm: First-generation immigrant identity and Caribbean musical foundations 
01:01:34 — Behind the Scenes: From a family-owned Miami strip club to early SoundCloud mixes 
01:02:00 — Instrumental Swag: Learning four saxophones and making classical band cool 
01:03:59 — Changing Direction: High school football at Upper Darby and overcoming a season-ending injury 
01:05:16 — The Destiny Complex: Living out a namesake legacy and starting out in a closet studio
 01:07:00 — Betting on Yourself: Launching "Poppy Party Volume One" and making commitments for 2025
 01:09:42 — Visual Storytelling: Drake's influence and breaking down the tracks "Daddy" and "Tik Tik Tik"
 01:12:15 — The Top Five Legends: Gaining inspiration from Bob Marley, Vybz Kartel, and Afrobeats heavyweights
 01:13:19 — The Aura Debate: Choosing between Wizkid and Davido
 01:14:05 — Aesthetic Icons: Fashioning a stage identity from Pitbull and Michael Jackson 
01:15:31 — The Philly Horizon: Expanding beyond the Miami sound and connecting with the African diaspora 
01:16:58 — This or That: Why finding the right beat dictates the entire song 01:18:02 — Live Energy: Rejecting standard backtracks and chasing the thrill of a real performance 
01:19:34 — Playing the Long Game: Avoiding "microwave" TikTok music for a timeless catalog 
01:21:32 — Climbing the Ladder: Why strategic local collaborations matter before looking global
 01:22:55 — The Formula for Success: Controlling your content, leaving your bed, and executing faith with works 
01:24:43 — Outro: Where to stream "Poppy Party Volume One" right now



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From college sports to working with Timbaland and Druski, JustJonavin reveals how he mastered the art of production and built a multi-hyphenate career in the creative community. 

Exclusive Performance: Stick around until the end for a live, stripped-down performance of JustJonavin's unreleased track "Throw Stones" featuring Roysha Arielle on the keys. 

00:00 The People’s Platform: Introducing JustJonavin, the man of many hats 
01:07 Before the Music: Sports, identity, and the drive for productivity 
02:52 Upstate New York: Turning boredom and cold weather into a studio grind 
04:14 Gaining Validation: Working with producer 2300 Beats 
06:26 Breaking the Rules: Refusing to choose between being an artist or producer 
08:23 Studying the Legends: Inspiration from Quincy Jones, Prince, and Babyface 
10:02 Transcending Philly: Why JustJonavin wants a "Worldwide" sound 
11:18 The Completion Rate: Why finishing a project is 85% of the battle 
13:33 Visual Evolution: Transitioning into film and video editing 
16:41 Breaking the Stigma: Producing and directing a mental health series 
19:31 2026 Vision: The "One Song Per Month" consistency goal 
20:48 The Psychology of Success: Scheduling and avoiding "lost" states 
23:29 Artist Edition Game: Festivals vs. Clubs and Stage Weaknesses 
30:06 Finding Balance: Delegation and building a creative community 
32:06 Event Curation: Working with others and painting the night scene 
35:55 The Producer Top 3: Dr. Dre, Quincy Jones, and Timbaland 
39:22 Delusion & Greatness: Why confidence is necessary for high-level art 
43:33 Making Stars: The dream of starting a label to elevate talent 
46:18 The Treacherous Game: Staying motivated when friends quit 
50:23 The Timbaland Saga: A camera and a trip to Texas 
57:02 Picking the Right Song: How to impress a legend 
59:45 Exclusive Live Performance: "Throw Stones" ft. Roysha 

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